Additions
| from | Name | Pos | Team | Team | ||
|---|---|---|---|---|---|---|
| 01/2000 |  | Angelko Panov | MF |  | Hajduk Split | Hajduk |
| 07/1999 | | Vasko Stefanov | DF | |||
| 07/1999 | | Toni Meglenski | MF | |||
| 07/1999 | | Toni Naumoski | MF |  | Makedonija GP | Makedonija |
| 07/1999 | | Nikolce Zdravevski | MF | |||
| 07/1999 |  | Darko Dinić | FW | |||
| 07/1999 | | Vanco Micevski | FW |  | 1. FC Union Berlin | Union Berlin |
Departures
| from | Name | Pos | Team | Team | ||
|---|---|---|---|---|---|---|
| 01/2000 | | Nebojša Stojković | DF |  | Anzhi Makhachkala | Anzhi |
| 08/1999 |  | Rogério | FW |  | Trabzonspor | Trabzon |
| 08/1999 | | Kire Grozdanov | DF |  | FK Pelister | FK Pelister |
| 08/1999 | | Dejvi Glavevski | FW | | FK Pelister | FK Pelister |
| 07/1999 | | Jordan Manev | DF |  | FK Osogovo | FK Osogovo |